| Identification | More | [Name]
Methyl 3-mercaptopropionate | [CAS]
2935-90-2 | [Synonyms]
3-MERCAPTOPROPIONIC ACID METHYL ESTER
METHYL 3-MERCAPTOPROPANOATE
METHYL 3-MERCAPTOPROPIONATE
3-mercapto-propanoicacimethylester
3-mercapto-propionicacimethylester
Methyl 3-sulfanylpropanoate
Methyl beta-mercaptopropionate
Methyl mercaptopropionate
methylbeta-mercaptopropionate
Propanoicacid,3-mercapto-,methylester
Propionic acid, 3-mercapto-, methyl ester
3-Mercaptopropanoic Acid Methyl Ester
Mercaptomethyl | [EINECS(EC#)]
220-914-5 | [Molecular Formula]
C4H8O2S | [MDL Number]
MFCD00004895 | [Molecular Weight]
120.17 | [MOL File]
2935-90-2.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLORLESS LIQUID | [Melting point ]
38 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4)) | [Boiling point ]
54-55 °C/14 mmHg (lit.) | [density ]
1.085 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.464(lit.)
| [Fp ]
140 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Chloroform, Ethyl Acetate | [form ]
Liquid | [pka]
9.17±0.25(Predicted) | [color ]
Clear colorless | [Water Solubility ]
Soluble in water. | [BRN ]
1742952 | [InChI]
1S/C4H8O2S/c1-6-4(5)2-3-7/h7H,2-3H2,1H3 | [InChIKey]
LDTLDBDUBGAEDT-UHFFFAOYSA-N | [SMILES]
COC(=O)CCS | [LogP]
0.870 (est) | [CAS DataBase Reference]
2935-90-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Propanoic acid, 3-mercapto-, methyl ester(2935-90-2) | [EPA Substance Registry System]
2935-90-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R23:Toxic by inhalation.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
UA2465980
| [F ]
13 | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29309090 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Acute Tox. 4 Dermal
Aquatic Acute 1
Aquatic Chronic 1 | [Hazardous Substances Data]
2935-90-2(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Description]
Methyl 3-mercaptopropionate is a thiol compound that can be used as a photochemical functionalisation reagent. For example, it enables photochemical functionalisation of 1,4-polymyrcene compounds via the reversibility of thiol-alkene reactions. It is also frequently employed as a spectroscopic probe molecule in molecular dynamics studies. | [Chemical Properties]
CLEAR COLORLESS LIQUID | [Uses]
Methyl 3-Mercaptopropionate is used in the synthesis of thioisoindolinones. | [Application]
Methyl 3-mercaptopropionate is an important chemical raw material. It is an intermediate for preparing isothiazolinone and a raw material for preparing fine chemical 4-chloro-7-methylthiophene [3,2-D ] pyrimidine. The methyl 3-mercaptopropionate is a raw material for synthesizing a simvastatin side DMB-S-MMP3- [ (2, 2-dimethyl-1-oxobutyl) sulfur ] methyl propionate serving as a blood fat-reducing drug by an enzyme method. Simvastatin is listed in the essential drug list of the World Health Organization and belongs to one of the essential drugs of the basic medical system. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
The traditional synthetic method of the Methyl 3-mercaptopropionate comprises the steps of adding 2% -5% of concentrated sulfuric acid as a catalyst in an inert atmosphere, refluxing (65-70 ℃) for a reaction for 15 hours, evaporating reaction liquid to remove methanol after the reaction is finished, and then deacidifying; during the deacidification process, a large amount of deionized water is added for water washing, and when the pH of the water washing solution is close to neutrality, the Methyl 3-mercaptopropionate product is obtained by reduced pressure distillation. Another method for preparing Methyl 3-mercaptopropionate is by using a reactive distillation technology. Mix the reactant 3-mercaptopropionic acid and methanol, then perform pre-reaction through a fixed bed reactor filled with a catalyst to obtain a crude product of the methyl 3-mercaptopropionate. The crude product is pumped to the middle part of the reaction rectifying tower by a feeding pump and is input; fresh methanol and a water-carrying agent are input from the lower part of the reaction rectifying tower, a catalyst is arranged at the lower part of the reaction rectifying tower, and unreacted 3-mercaptopropionic acid in the crude product continuously reacts with methanol in a catalyst bed layer of the reaction rectifying tower; after the reaction is finished, excess methanol, water carrying agent and water are extracted from the upper part of the reaction rectifying tower, and the product Methyl 3-mercaptopropionate is extracted from the bottom of the tower. | [References]
[1] Patent: US2005/49234, 2005, A1. Location in patent: Page/Page column 6
[2] Russian Chemical Bulletin, 2009, vol. 58, # 2, p. 457 - 467
[3] Collection of Czechoslovak Chemical Communications, 1975, vol. 40, p. 3688 - 3697
[4] Bulletin des Societes Chimiques Belges, 1988, vol. 97, # 7, p. 535 - 540 |
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